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MilliporeSigma

N0287

Sigma-Aldrich

NNC 55-0396 hydrate

≥98% (HPLC)

Sinónimos:

(1S,2S)-2-(2-(N-[(3-Benzimidazol-2-yl)propyl]-N-methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphtyl cyclopropanecarboxylate dihydrochloride hydrate, NNC55-0396

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About This Item

Fórmula empírica (notación de Hill):
C30H40Cl2FN3O2 · xH2O
Peso molecular:
564.56 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: >10 mg/mL

originator

Roche

storage temp.

2-8°C

SMILES string

O.Cl.Cl.CC(C)[C@H]1c2ccc(F)cc2CC[C@@]1(CCN(C)CCCc3nc4ccccc4[nH]3)OC(=O)C5CC5

InChI

1S/C30H38FN3O2.2ClH.H2O/c1-20(2)28-24-13-12-23(31)19-22(24)14-15-30(28,36-29(35)21-10-11-21)16-18-34(3)17-6-9-27-32-25-7-4-5-8-26(25)33-27;;;/h4-5,7-8,12-13,19-21,28H,6,9-11,14-18H2,1-3H3,(H,32,33);2*1H;1H2/t28-,30-;;;/m0.../s1

InChI key

ICVIUVXDXJUZRQ-SHQDEPIZSA-N

Biochem/physiol Actions

NNC-55-0396 is a T-type calcium channel antagonists. It is the structural analog of mibefradil. NNC-55-0396 has the ability to block cell proliferation and stimulate cell apoptosis in leukemia cell lines.
Selective T-type calcium channel inhibitor

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Luping Huang et al.
The Journal of pharmacology and experimental therapeutics, 309(1), 193-199 (2004-01-14)
Mibefradil is a Ca2+ channel antagonist that inhibits both T-type and high-voltage-activated Ca2+ channels. We previously showed that block of high-voltage-activated channels by mibefradil occurs through the production of an active metabolite by intracellular hydrolysis. In the present study, we
Yuka Terada et al.
Pharmacology, 99(5-6), 281-285 (2017-03-03)
Transient receptor potential vanilloid-1 (TRPV1) expressed in nociceptors is directly phosphorylated and activated by protein kinase C, and involved in the signaling of pancreatic pain. On the other hand, Cav3.2 T-type Ca2+ channels expressed in nociceptors are functionally upregulated by
Xianjie Wen et al.
PloS one, 8(5), e62942-e62942 (2013-05-10)
There is concern regarding neurotoxicity induced by the use of local anesthetics. A previous study showed that an overload of intracellular calcium is involved in the neurotoxic effect of some anesthetics. T-type calcium channels, which lower the threshold of action
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PloS one, 15(4), e0232536-e0232536 (2020-05-01)
Sperm migration towards an oocyte in the female reproductive tract is an important step for successful fertilization. Although several sperm-chemotactic factors have been identified in mammals, it is unclear whether these chemoattractants contribute to sperm migration towards an oocyte that
T-type calcium channel antagonists, mibefradil and NNC-55-0396 inhibit cell proliferation and induce cell apoptosis in leukemia cell lines
Huang W, et al.
Journal of Experimental & Clinical Cancer Research, 34(1), 1-1 (2015)

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